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Literature DB >> 22400803

Aryne insertion into I-I σ-bonds.

Diego Rodríguez-Lojo¹, Agustín Cobas, Diego Peña, Dolores Pérez, Enrique Guitián.

Abstract

A new protocol for the efficient synthesis of o-diiodoarenes has been developed. This method allows the synthesis of substituted and polycyclic o-diiodoarenes, which are difficult to obtain by classical methods. This diiodination process involves the formal insertion of arynes into the I-I σ-bond.

Entities: Chemical

Year: 2012 PMID： 22400803 DOI： 10.1021/ol300439r

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

7 in total

1. On-surface generation and imaging of arynes by atomic force microscopy.

Authors: Niko Pavliček; Bruno Schuler; Sara Collazos; Nikolaj Moll; Dolores Pérez; Enrique Guitián; Gerhard Meyer; Diego Peña; Leo Gross
Journal: Nat Chem Date: 2015-07-13 Impact factor: 24.427

2. Dichlorination of (hexadehydro-Diels-Alder generated) benzynes and a protocol for interrogating the kinetic order of bimolecular aryne trapping reactions.

Authors: Dawen Niu; Tao Wang; Brian P Woods; Thomas R Hoye
Journal: Org Lett Date: 2013-12-13 Impact factor: 6.005

Aryne insertion into I-I σ-bonds.

1. On-surface generation and imaging of arynes by atomic force microscopy.

2. Dichlorination of (hexadehydro-Diels-Alder generated) benzynes and a protocol for interrogating the kinetic order of bimolecular aryne trapping reactions.

3. New Hindered Amide Base for Aryne Insertion into Si-P, Si-S, Si-N, and C-C Bonds.

4. Double heteroatom functionalization of arenes using benzyne three-component coupling.

5. 1,3- and 1,4-Benzdiyne equivalents for regioselective synthesis of polycyclic heterocycles.

6. 9,10-Diiodo-phenanthrene.

Review 7. Uncovering the Neglected Similarities of Arynes and Donor-Acceptor Cyclopropanes.